Acetic Acid → HCID 178419584, compound

HRID 1284634Notes

Reaction equation

HRID 1284634 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]2[C:14]([S:15]CC3C=CC=CC=3)=[N:13][N:12]=[N:11]2)[CH2:4][CH2:3]1.C(O)(=O)C.[BrH:27]>O>[BrH:27].[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][N:10]2[C:14]([SH:15])=[N:13][N:12]=[N:11]2)[CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 20252210HCID 20252210, compound

Product 1

HCID 178419584HCID 178419584, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-[2-(4-methyl-1-piperazinyl)ethyl]-5-benzylthio-1H-tetrazole (5.4 g), acetic acid (40 ml) and conc. hydrobromic acid (40 ml) was heated at 70° to 80° C. for 8 hours. After the concentration of the reaction mixture, the concentrate was diluted with water. The mixture was washed with diethyl ether twice and evaporated under reduced pressure. The residue was recrystallized from methanol. A solution of the obtained crystals in a little amounted of water was adjusted to pH 6.0 with 1N aqueous solution of potassium hydroxide., washed with ethyl acetate and then evaporated under reduced pressure. To the residue was added hot ethanol and insoluble materials were filtered out. The filtrate was cooled and the precipitated crystals were collected by filtration to give 1-[2-(4-methyl-1-piperazinyl)ethyl]-1H-tetrazole-5-thiol hydrobromide (1.1 g), mp 216° to 222° C.

Workup

  1. temperaturewas heated at 70° to 80° C. for 8 hours
  2. washThe mixture was washed with diethyl ether twice
  3. customevaporated under reduced pressure
  4. customThe residue was recrystallized from methanol
  5. wash, washed with ethyl acetate
  6. customevaporated under reduced pressure
  7. additionTo the residue was added hot ethanol and insoluble materials
  8. filtrationwere filtered out
  9. temperatureThe filtrate was cooled
  10. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-2917868d4c854f389dfb4eab45e00363
Source dataset
uspto-grants-1986_01
Patent number
US04563524

Reaction notes

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